Classifications

• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
  • A61K8/23—Sulfur; Selenium; Tellurium; Compounds thereof
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
  • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
  • A61K8/36—Carboxylic acids; Salts or anhydrides thereof
  • A61K8/361—Carboxylic acids having more than seven carbon atoms in an unbroken chain; Salts or anhydrides thereof
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
  • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
  • A61K8/41—Amines
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
  • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
  • A61K8/41—Amines
  • A61K8/416—Quaternary ammonium compounds
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
  • A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
  • A61K8/466—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfonic acid derivatives; Salts
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
  • A61K8/73—Polysaccharides
  • A61K8/731—Cellulose; Quaternized cellulose derivatives
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
  • A61K8/73—Polysaccharides
  • A61K8/737—Galactomannans, e.g. guar; Derivatives thereof
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
  • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
  • A61K8/817—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q5/00—Preparations for care of the hair
  • A61Q5/12—Preparations containing hair conditioners
• • C—CHEMISTRY; METALLURGY
  • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
  • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
  • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
  • C11D1/38—Cationic compounds
  • C11D1/65—Mixtures of anionic with cationic compounds
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
  • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
  • A61K2800/54—Polymers characterized by specific structures/properties
  • A61K2800/542—Polymers characterized by specific structures/properties characterized by the charge
  • A61K2800/5426—Polymers characterized by specific structures/properties characterized by the charge cationic
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
  • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
  • A61K2800/59—Mixtures
  • A61K2800/596—Mixtures of surface active compounds
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q11/00—Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q19/00—Preparations for care of the skin
  • A61Q19/10—Washing or bathing preparations
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q5/00—Preparations for care of the hair
  • A61Q5/02—Preparations for cleaning the hair

Definitions

• the present invention relates to aqueous surfactant compositions with a content of alpha-sulfo fatty acid disalts, sulfoketones, soaps, inorganic salts of sulfuric acid and cationic polymers.
• Anionic surfactants are some of the most widespread interface-active compounds and, apart from being used in detergents and cleaning products, are also used for diverse purposes in the field of cosmetics.
• Customary anionic surfactants as are used in particular in cosmetics are the salts of alkyl ether sulfates (alkyl polyether sulfates, fatty alcohol polyglycol ether sulfates, in short also ether sulfates). They are characterized by a strong foaming ability, high cleaning power, low sensitivity to hardness and grease and are used widely for producing cosmetic products such as, for example, hair shampoos, foam or shower baths, but also in hand dishwashing detergents.
• anionic surfactants For many current applications, apart from a good interface-active effect, further requirements are placed on anionic surfactants. A high dermatological compatibility is required in particular in cosmetics. In addition, good foaming ability and a pleasant sensory feel to the foam is generally desired. Furthermore, there is a need for anionic surfactants which can be produced at least partially from biogenic sources and specifically also renewable raw materials.
• WO-A-2008/155072 discloses cosmetic preparations comprising a) at least one surfactant selected from anionic, zwitterionic or amphoteric surfactants, b) one microemulsion and c) at least one cationic polymer.
• EP-B2-971,689 discloses aqueous hair conditioning treatment compositions comprising, as conditioning active ingredients, a mixture of a) sulfation and/or sulfonation products of unsaturated and/or saturated carboxylic acids and/or hydroxycarboxylic acids and b) fatty alcohols, which are characterized in that the pH is below 4 for shampoos, treatments and rinses and is in the range from 6 to 11 in the case of direct dyes or precursors for compositions comprising oxidation dyes (claim 1 ).
• the compositions may comprise a cationic polymer (cf. claim 9 , paragraph [0039]).
• the formulation for an aqueous hair colorant (E5) comprising twelve components besides water, in which two of these components are lauric/myristic acid di-Na salt and Polymer JP®400, wherein, according to the data in the legend of the table, the latter is a quaternized hydroxyethylcellulose (INCI name: Polyquaternium-10). Sulfoketones are not discussed in EP-B2-971,689.
• EP-A2-281,027 discloses the use of alpha-sulfo fatty acid salts as additives for improving skin compatibility and skin feel of aqueous surfactant compositions based on surface-active alkyl ether sulfates, alpha-olefin sulfonates, sulfosuccinic acid monoesters and secondary alkane sulfonates.
• aqueous surfactant compositions based on surface-active alkyl ether sulfates, alpha-olefin sulfonates, sulfosuccinic acid monoesters and secondary alkane sulfonates.
• further surface-active substances may also be present.
• the enhancement of the care properties is demonstrated by improved hair care effect (increase in the wet combability).
• Cationic polymers are not discussed in EP-A-281,027.
• the object of the present invention was to provide aqueous surfactant compositions which achieve an outstanding care performance on skin and hair.
• the invention firstly provides aqueous surfactant compositions comprising
• the compounds (A), which are referred to within the context of the present invention as alpha-sulfo fatty acid disalts, are obligatory for the aqueous surfactant compositions according to the invention. They have the formula (I) specified above R 1 CH(SO 3 M 1 )COOM 2 (I),
• radical R 1 is a linear or branched alkyl or alkenyl radical having 6 to 18 carbon atoms and the radicals M 1 and M 2 —independently of one another—are selected from the group comprising H, Li, Na, K, Ca/2, Mg/2, ammonium and alkanolamines.
• the conditions specified above apply to the compounds (A):
• the fraction of the compounds (A) in which the radical R 1 is an alkenyl radical—based on the total amount of the compounds (A) in the aqueous surfactant compositions— is 3% by weight or less.
• alkanolamines in this case are selected from the group comprising monoethanolamine, diethanolamine, triethanolamine and monoisopropanolamine.
• the radical R 1 in the formula (I) is a saturated, linear alkyl radical having 10 to 16 carbon atoms, where with regard to the compounds (A) it is the case that the fraction of the compounds (A) in which the radical R 1 is a decyl and/or a dodecyl radical—based on the total amount of the compounds (A)—is 70% by weight or more and especially 90% by weight or more.
• radicals M 1 and M 2 in formula (I) are preferably selected from the group comprising H (hydrogen) and Na (sodium).
• the compounds (A) can be prepared by all methods known appropriately to those skilled in the art.
• a particularly preferred method of preparation here is the sulfation of the corresponding carboxylic acids.
• the corresponding carboxylic acid and in particular the corresponding fatty acids are reacted with gaseous sulfur trioxide, the sulfur trioxide being used preferably in an amount such that the molar ratio of SO 3 to fatty acid is in the range from 1.0:1 to 1.1:1.
• the crude products obtained in this way, which are acidic sulfation products, are then partially or completely neutralized, preference being given to complete neutralization with aqueous NaOH. If desired, it is also possible to undertake purification steps and/or a bleaching (for adjusting the desired pale color of the products).
• the compounds (A) are used in technical-grade form.
• the corresponding carboxylic acids in particular native fatty acid
• the corresponding carboxylic acids are sulfated with gaseous sulfur trioxide, as a result of which, following partial or complete neutralization of the resulting acidic sulfation products, a mixture of the compounds (A), (C) and (D) results.
• the reaction parameters in particular molar ratio of carboxylic acid and sulfur trioxide, and also reaction temperature
• the compounds (C) and (D) are described below.
• aqueous surfactant compositions according to the invention in addition to the compounds (A) and water, comprise one or more sulfoketones (B) selected from the compounds (F) and (G).
• the compounds (F) have general formula (VI) R 6 CH 2 —CO—CHR 7 (SO 3 M 8 ) (VI),
• radicals R 6 and R 7 are a linear or branched alkyl radical having 6 to 18 carbon atoms and the radical M 8 is selected from the group comprising H, Li, Na, K, Ca/2, Mg/2, ammonium and alkanolamines.
• particularly preferred alkanolamines are monoethanolamine, diethanolamine, triethanolamine and monoisopropanolamine.
• the compounds (F) are referred to as monosulfoketones.
• the radical M 8 in the formula (VI) is selected from the group comprising H and Na.
• the compounds (G) have general formula (VII) (SO 3 M 9 )R 8 CH—CO—CHR 9 (SO 3 M 10 ) (VII),
• radicals R 8 and R 9 independently of each other—are a linear or branched alkyl radical having 6 to 18 carbon atoms and the radicals M 9 and M 10 independently of each other—are selected from the group comprising H, Li, Na, K, Ca/2, Mg/2, ammonium and alkanolamines.
• particularly preferred alkanolamines are monoethanolamine, diethanolamine, triethanolamine and monoisopropanolamine.
• the compounds (G) are referred to as disulfoketones.
• the radicals M 9 and M 10 in the formula (VII) are selected from the group comprising H and Na.
• the compounds (F) and (G) are prepared by sulfonation of the corresponding ketones with gaseous sulfur trioxide, as described in the German published specification DE-A-42,20,580.
• the preparation of the compounds (F) and (G) starts from fatty acids.
• the sulfation of liquid fatty acids with gaseous sulfur trioxide is conducted such that, in addition to disalts (A), the compounds (F) and (G) are also formed in this case, which can be accomplished as a result of carrying out the sulfation as follows: the ratio of fatty acid raw materials, which may also be used in the form of mixtures of fatty acids of different chain length, to sulfur trioxide is adjusted so that 1.0 to 1.5 mol and especially 1.0 to 1.25 mol of SO 3 are used per mole of fatty acid(s).
• the fatty acids are introduced into the reactor at a reservoir temperature in the range of 70 to 100° C.
• the resulting liquid sulfation product is maintained and aged at this temperature for 5 to 20 minutes in a temperature-controlled post-reaction coil.
• Neutralization is then effected with an aqueous base, preferably sodium hydroxide, generally in a pH range of 5 to 10, especially 5 to 7.
• an acidic bleaching the pH here is adjusted to a value of 7 or less—may be carried out with hydrogen peroxide.
• the compounds (X) are selected from the group of cationic polymers having the INCI names Polyquaternium-6, Polyquaternium-7, Polyquaternium-10, Polyquaternium-11, Polyquaternium-16, Polyquaternium-22, Polyquaternium-24, Polyquaternium-32, Polyquaternium-37, Polyquaternium-39, Polyquaternium-44, Polyquaternium-46, Polyquaternium-47, Polyquaternium-53, Polyquaternium-67, Polyquaternium-68, Polyquaternium-72, Polyquaternium-74, Polyacrylamidopropyltrimonium Chloride, Polymethacrylamidopropyltrimonium Chloride, Acrylamidopropyltrimonium Chloride/Acrylamide Copolymer, Guar Hydroxypropyltrimonium Chloride
• the compounds (X) are selected from the group of cationic polymers having the INCI name Polyquaternium-6, Polyquaternium-7, Polyquaternium-10 and Guar Hydroxypropyltrimonium Chloride.
• the compounds (C) are obligatory for the aqueous surfactant compositions according to the invention.
• the compounds (C) have general formula (III) R 4 COOM 5 (III)
• the radical R 4 is a linear or branched alkyl or alkenyl radical with 7 to 19 carbon atoms and the radical M 5 is selected from the group comprising H, Li, Na, K, Ca/2, Mg/2, ammonium and alkanolamines.
• particularly preferred alkanolamines are monoethanolamine, diethanolamine, triethanolamine and monoisopropanolamine.
• the compounds (D) have general formula (IV) (M 6 ) 2 SO 4 (IV)
• M 6 is selected from the group comprising Li, Na, K, Ca/2, Mg/2, ammonium and alkanolamine.
• particularly preferred alkanolamines are monoethanolamine, diethanolamine, triethanolamine and monoisopropanolamine.
• the aqueous surfactant compositions according to the invention can additionally comprise one or more further surfactants which, in structural terms, do not belong to the aforementioned compounds (A), (B), (X), (C) or (D).
• These surfactants may be anionic, cationic, nonionic or amphoteric surfactants.
• the content of the aqueous surfactant compositions of the compounds (A)—based on the total aqueous surfactant composition— is at least 2% by weight, preferably in the range from 2 to 50% by weight, in particular in the range from 5 to 20% by weight and particularly preferably in the range from 6 to 12% by weight.
• the content of the aqueous surfactant compositions of the compounds (X)—based on the total aqueous surfactant composition— is at least 0.01% by weight, preferably in the range from 0.01 to 5% by weight, and especially at least 0.05 to 3% by weight.
• the aqueous surfactant compositions have a pH in the range from 4 to 6.
• compositions according to the invention for cosmetic products.
• cosmetic products which are in the form of hair shampoos, shower gels, soaps, syndets, washing pastes, washing lotions, scrub preparations, foam baths, oil baths, shower baths, shaving foams, shaving lotions, shaving creams and dental care products (for example toothpastes, mouthwashes and the like).
• compositions according to the invention can also be used in detergents and cleaning products.
• cleaning products of preference here are in particular products with a low pH for cleaning hard surfaces, such as bath and toilet cleaners and the like, and also for cleaning and/or fragrance gels for use in sanitary installations.
• the active content which is used for the initial weight, is calculated as the sum of the wt % of compounds (A), (F) and (G).
• Texapon N70 Sodium Laureth Sulfate (INCI name), 70% by weight active substance (BASF PCN)
• Dehyton PK45 Cocamidopropyl Betaine (INCI name), 70-37% by weight active substance (BASF PCN)
• Plantacare 1200 UP Lauryl Glucoside (INCI name), 70-52% by weight active substance (BASF PCN)
• the hair tresses (European hair, 12 cm/g, International Hair Importers & Products, USA) were prepared in an automated system. The following steps were followed: Firstly, the tresses were layed for cleaning in a sodium laureth sulfate solution for 15 minutes (6% active substance, pH 6.5), then rinsed off with water and subsequently rinsed again by dipping in water (3 ⁇ 2 minutes). Subsequently, the hair tresses were damaged to a defined limit by bleaching them with hydrogen peroxide (5% H 2 O 2 , pH 9.4, 20 minutes) and then rinsing thoroughly again with water. Finally, drying was effected in a warm air stream (30 minutes, ca. 55° C.).
• the hair tresses were firstly swollen in water (38° C.) for 30 minutes, precombed twice and then combed 21 times by the comb machine and the average combing force that occurs here was determined.
• the hair tresses were then wetted twice, each time for 5 minutes, with the formulation (0.25 g per 1 g of hair) and subsequently each was rinsed off for 1 minute with water. Then they were in turn precombed twice and then combed 21 times and the average combing force that occurs here was determined.
• the residual wet combability of each of the formulations is compared (in %). It is calculated according to the formula: (Combability after treatment)/(combability before treatment) ⁇ 100%. The more effectively the combability is increased by the treatment, that is to say the lower the value of the residual wet combability is, the better is the evaluation of the care performance of the formulation used on the hair.
• the formulation does not comprise any cationic polymer.
• the formulation does not comprise any cationic polymer.
• inventive formulations (E1) and (E2) increase the wet combability to a distinctly higher degree, and therefore have a distinctly better care performance on hair, than the corresponding placebo formulations (CE1) and (CE2) without cationic polymer. They are also characterized by a significantly better care performance than the conventional ether sulfate-based formulation (CE3) and the sulfate-free formulation (CE4), although these have the same surfactant content and same polymer content as (E1) and (E2).

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• Animal Behavior & Ethology (AREA)
• General Health & Medical Sciences (AREA)
• Public Health (AREA)
• Veterinary Medicine (AREA)
• Birds (AREA)
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Citations (10)

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• 2016
  • 2016-06-14 EP EP16174313.3A patent/EP3257496A1/de not_active Withdrawn
• 2017
  • 2017-05-11 BR BR112018075745-4A patent/BR112018075745B1/pt active IP Right Grant
  • 2017-05-11 KR KR1020197000773A patent/KR102397502B1/ko active IP Right Grant
  • 2017-05-11 CN CN201780036518.2A patent/CN109310588A/zh active Pending
  • 2017-05-11 US US16/307,703 patent/US10869824B2/en active Active
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  • 2017-05-11 EP EP17723074.5A patent/EP3468524A1/de not_active Withdrawn
  • 2017-05-11 JP JP2018564996A patent/JP6896773B2/ja active Active

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